Acrylate-functionalized alkyd compositions for fast-dry coatings
View Patent ↗A solvent-borne acrylate-functionalized alkyd coating composition is disclosed which includes an acrylate-functionalized alkyd, at least one drier, and an organic solvent. Also disclosed is a waterborne acrylate-functionalized alkyd coating composition including an acrylate-functionalized alkyd resin, at least one drier, and water. The acrylate-functionalized alkyd resin comprises the reaction product of (i) an alkyd resin having an acid number from greater than 0 to about 10 mg KOH/g, and (ii) a glycidyl acrylate. Also disclosed are methods of preparing acrylate-functionalized alkyd coating compositions, and coating compositions made by such methods.
1. An acrylate-functionalized alkyd resin, comprising the reaction product of:
(a) from about 95 to about 99 wt % of an alkyd resin having an acid number from greater than 0 to about 10 mg KOH/g; and
(b) from about 1 to about 5 wt % of a glycidyl acrylate,
wherein the reaction product contains reactive acrylate moieties, and
wherein the weight percents are based on the total weight of (a) and (b).
2. The acrylate-functionalized alkyd resin of claim 1 , wherein the alkyd resin is not reacted with an acid or an acid anhydride prior to reacting with the glycidyl acrylate.
3. The acrylate-functionalized alkyd resin of claim 1 , wherein the acid number of the alkyd resin is from about 2 to about 9 mg KOH/g.
4. The acrylate-functionalized alkyd resin of claim 1 , wherein the acid number of the alkyd resin is from about 3 to about 9 mg KOH/g.
5. The acrylate-functionalized alkyd resin of claim 1 , wherein the acid number of the alkyd resin is from about 3 to about 7 mg KOH/g.
6. The acrylate-functionalized alkyd resin of claim 1 , wherein the acid number of the alkyd resin is from about 4 to about 7 mg KOH/g.
7. The acrylate-functionalized alkyd resin of claim 1 , wherein the alkyd resin comprises the reaction product of:
(i) a diol, in an amount of from 0 to about 30 mol %;
(ii) a polyol, present in an amount of from about 10 to about 40 mol %;
(iii) a polyacid, present in an amount of from about 20 to about 40 mol %;
(iv) a monofunctional acid, in an amount of from 0 to about 10 mol %; and
(v) a fatty acid, a fatty ester, or a naturally occurring oil, present in an amount of from about 10 to about 50 mol %,
wherein the mole percents are based on the total moles of (i), (ii), (iii), (iv), and (v).
8. The acrylate-functionalized alkyd resin of claim 1 , wherein the glycidyl acrylate is glycidyl methacrylate.
9. The acrylate-functionalized alkyd resin of claim 1 , wherein the alkyd resin further comprises from about 2 to about 10 mol % of a sulfomonomer.
10. The acrylate-functionalized alkyd resin of claim 7 , wherein the diol comprises neopentyl glycol, the polyol comprises trimethylolpropane or pentaerythritol, the polyacid comprises isophthalic acid or phthalic anhydride, and the naturally occurring oil or fatty acid comprises soybean oil or tall oil fatty acid.
11. The acrylate-functionalized alkyd resin of claim 9 , wherein the sulfomonomer comprises 5-sodiosulfoisophthalic acid.
12. An acrylate-functionalized alkyd coating composition, comprising:
(I) the acrylate-functionalized alkyd resin of claim 1 ;
(II) at least one drier; and
(III) an organic solvent.
13. An acrylate-functionalized alkyd coating composition, comprising:
(I) an acrylate-functionalized alkyd resin of claim 1 ;
(II) at least one drier; and
(III) water.
14. The acrylate-functionalized alkyd coating composition of claim 12 , wherein:
the acrylate-functionalized alkyd resin is present in an amount of from about 50 to about 98 wt %, based on the total composition;
the drier is present in an amount of from about 0.01 to about 3.0 wt %, based on the total weight of the composition; and
the organic solvent is present in an amount of from about 1 to about 50 wt %, based on the total weight of the composition.
15. The acrylate-functionalized alkyd coating composition of claim 13 , wherein:
the acrylate-functionalized alkyd resin is present in an amount of from about 30 to about 60 wt %, based on the total composition;
the drier is present in an amount of from about 0.01 to about 3.0 wt %, based on the total composition; and
the water is present in an amount of from about 40 to about 70 wt %, based on the total composition.
16. The acrylate-functionalized alkyd coating composition of claim 13 , further comprising from greater than 0 to about 30 wt %, based on the total composition, of an organic solvent.
17. The acrylate-functionalized alkyd coating composition of claim 13 , further comprising an amine.
18. The acrylate-functionalized alkyd coating composition of claim 13 , further comprising a surfactant.
19. The acrylate-functionalized alkyd coating composition of claim 12 , further comprising at least one additive selected from the group consisting of a flow control agent, an extender, a plasticizer, a flatting agent, a pigment wetting agent, a pigment dispersing agent, an ultraviolet (UV) absorber, an UV light stabilizer, a tinting pigment, a colorant, a defoaming agent, an antifoaming agent, an anti-settling agent, an anti-sag agent, a bodying agent, an anti-skinning agent, an anti-flooding agent, an anti-floating agent, and a corrosion inhibitor.
20. The acrylate-functionalized alkyd coating composition of claim 13 , further comprising at least one additive selected from the group consisting of a flow control agent, an extender, a plasticizer, a flatting agent, a pigment wetting agent, a pigment dispersing agent, an ultraviolet (UV) absorber, an UV light stabilizer, a tinting pigment, a colorant, a defoaming agent, an antifoaming agent, an anti-settling agent, an anti-sag agent, a bodying agent, an anti-skinning agent, an anti-flooding agent, an anti-floating agent, and a corrosion inhibitor.
21. A method of making an acrylate-functionalized alkyd coating composition, comprising the steps of combining:
(I) the acrylate-functionalized alkyd resin of claim 1 ;
(II) at least one drier; and
(III) an organic solvent.
22. A method of making an acrylate-functionalized alkyd coating composition, comprising the steps of combining
(I) the acrylate-functionalized alkyd resin of claim 1 ;
(II) at least one drier; and
(III) water.
23. The method of claim 21 , wherein:
the acrylate-functionalized alkyd resin is present in an amount of from about 50 to about 98 wt %, based on the total weight of the composition;
the drier is present in an amount of from about 0.01 to about 3.0 wt %, based on the total weight of the composition; and
the organic solvent is present in an amount of from about 1 to about 50 wt %, based on the total composition.
24. The method of claim 22 , wherein:
the acrylate-functionalized alkyd resin is present in an amount of from about 30 to about 60 wt %, based on the total weight of the composition;
the drier is present in an amount of from about 0.01 to about 3.0 wt %, based on the total weight of the composition; and
the water is present in an amount of from about 40 to about 70 wt %, based on the total weight of the composition.
25. The method of claim 22 , further comprising the step of combining a surfactant.
26. A substrate coated with the acrylate-functionalized alkyd coating composition of claim 12 .
27. A substrate coated with the acrylate-functionalized alkyd coating composition of claim 13 .
28. A method of making an emulsion of the acrylate-functionalized alkyd resin of claim 1 , comprising a step of combining the acrylate-functionalized alkyd resin of claim 1 with at least one surfactant in the presence of water.